MiMeDB: Showing metabocard for alpha-D-mannose 1-phosphate (MMDBc0033149)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:36:44 UTC

Update Date

2024-04-30 20:01:31 UTC

Metabolite ID

MMDBc0033149

Metabolite Identification

Common Name

alpha-D-mannose 1-phosphate

Description

D-Mannose 1-phosphate (CAS: 27251-84-9) is a normal metabolite intermediate in fructose and mannose metabolism. It is a substrate of phosphomannomutase 1 (PMM, EC 5.4.2.8), an enzyme necessary for the synthesis of GDP-mannose (a substrate for dolichol-linked oligosaccharide synthesis). PMM converts mannose 6-phosphate into mannose-1-phosphate. A deficiency of phosphomannomutase in carbohydrate-deficient glycoprotein syndrome (CDGS) type I is associated with a decreased synthesis of mannose 1-phosphate. CDGS is a group of autosomal recessively transmitted disorders in which abnormally glycosylated proteins are formed (PMID: 9451026 , 8549746 , 12729595 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0006330
     RDKit          3D
D-Mannose 1-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.2223   -2.5369    0.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -1.0267    0.3913 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.2531   -0.4040    1.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2825   -0.4456   -1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648   -0.6693    1.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6348   -0.2004    0.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3851   -1.1053    0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496   -0.5904    0.1340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6384   -1.6597   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152   -2.7541    0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7539    0.5561   -0.8636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0665    0.9075   -1.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    1.7067   -0.2128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7356    2.7347   -1.0935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678    1.1840    0.4640 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3228    2.0312    0.0528 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1513   -0.6168    1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -0.9277   -1.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141   -0.1732   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -0.1961    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4216   -1.9884   -1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862   -1.3009   -0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -2.9400    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961    0.3118   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4665    1.1450   -0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    2.0800    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124    3.5615   -0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2347    1.2805    1.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0616    2.0368    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  6  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  6
  8 20  1  1
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  6
 12 25  1  0
 13 26  1  1
 14 27  1  0
 15 28  1  1
 16 29  1  0
M  END


  Mrv1652309042000322D          

 16 16  0  0  0  0            999 V2000
 9999.644810001.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.930310001.4994    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9999.343910002.2131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.211710001.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.518810002.2131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0745 9998.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7882 9999.0235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.213810000.2619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2138 9998.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6448 9997.7868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.644010000.2614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9295 9999.8489    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9295 9999.0238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6440 9998.6114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3585 9999.0238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3585 9999.8489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  6  7  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 15 16  1  0  0  0  0
 11  1  1  1  0  0  0
 15  6  1  6  0  0  0
 14 10  1  1  0  0  0
 13  9  1  6  0  0  0
 12  8  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033149

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@H]1O[C@H](OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6-/m1/s1

> <INCHI_KEY>
HXXFSFRBOHSIMQ-RWOPYEJCSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.1358

> <EXACT_MASS>
260.029718526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
20.790098772255853

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-2.00

> <JCHEM_LOGP>
-3.056105249333333

> <ALOGPS_LOGS>
-0.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.218893458242332

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1553718480897146

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810995814615806

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
46.796299999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.23e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-D-mannose 1-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006330
     RDKit          3D
D-Mannose 1-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.2223   -2.5369    0.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -1.0267    0.3913 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.2531   -0.4040    1.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2825   -0.4456   -1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648   -0.6693    1.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6348   -0.2004    0.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3851   -1.1053    0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496   -0.5904    0.1340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6384   -1.6597   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152   -2.7541    0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7539    0.5561   -0.8636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0665    0.9075   -1.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    1.7067   -0.2128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7356    2.7347   -1.0935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678    1.1840    0.4640 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3228    2.0312    0.0528 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1513   -0.6168    1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -0.9277   -1.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141   -0.1732   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -0.1961    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4216   -1.9884   -1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862   -1.3009   -0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -2.9400    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961    0.3118   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4665    1.1450   -0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    2.0800    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124    3.5615   -0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2347    1.2805    1.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0616    2.0368    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  6  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  6
  8 20  1  1
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  6
 12 25  1  0
 13 26  1  1
 14 27  1  0
 15 28  1  1
 16 29  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0    8666.0048668.696   0.000  0.00  0.00           O+0
HETATM    2  P   UNK     0    8664.6708669.466   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0    8665.4428670.798   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8663.3298668.692   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8663.9028670.798   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8668.6728664.076   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8670.0058664.844   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8663.3328667.156   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8663.3328664.076   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8666.0048662.535   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8666.0028667.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.6688666.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.6688664.844   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.0028664.075   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.3368664.844   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8667.3368666.385   0.000  0.00  0.00           O+0
CONECT    1    2   11                                                       
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    7   15                                                       
CONECT    7    6                                                            
CONECT    8   12                                                            
CONECT    9   13                                                            
CONECT   10   14                                                            
CONECT   11   12   16    1                                                  
CONECT   12   11   13    8                                                  
CONECT   13   12   14    9                                                  
CONECT   14   13   15   10                                                  
CONECT   15   14   16    6                                                  
CONECT   16   11   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0006330
HETATM    1  O1  UNL     1       3.222  -2.537   0.396  1.00  0.00           O  
HETATM    2  P1  UNL     1       3.043  -1.027   0.391  1.00  0.00           P  
HETATM    3  O2  UNL     1       4.253  -0.404   1.427  1.00  0.00           O  
HETATM    4  O3  UNL     1       3.282  -0.446  -1.155  1.00  0.00           O  
HETATM    5  O4  UNL     1       1.565  -0.669   1.043  1.00  0.00           O  
HETATM    6  C1  UNL     1       0.635  -0.200   0.087  1.00  0.00           C  
HETATM    7  O5  UNL     1      -0.385  -1.105   0.045  1.00  0.00           O  
HETATM    8  C2  UNL     1      -1.650  -0.590   0.134  1.00  0.00           C  
HETATM    9  C3  UNL     1      -2.638  -1.660  -0.259  1.00  0.00           C  
HETATM   10  O6  UNL     1      -2.515  -2.754   0.598  1.00  0.00           O  
HETATM   11  C4  UNL     1      -1.754   0.556  -0.864  1.00  0.00           C  
HETATM   12  O7  UNL     1      -3.066   0.908  -1.098  1.00  0.00           O  
HETATM   13  C5  UNL     1      -0.975   1.707  -0.213  1.00  0.00           C  
HETATM   14  O8  UNL     1      -0.736   2.735  -1.094  1.00  0.00           O  
HETATM   15  C6  UNL     1       0.268   1.184   0.464  1.00  0.00           C  
HETATM   16  O9  UNL     1       1.323   2.031   0.053  1.00  0.00           O  
HETATM   17  H1  UNL     1       5.151  -0.617   1.108  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.082  -0.928  -1.532  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.114  -0.173  -0.928  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.917  -0.196   1.138  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.422  -1.988  -1.297  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.686  -1.301  -0.188  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.570  -2.940   0.812  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.196   0.312  -1.788  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.467   1.145  -0.221  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.646   2.080   0.602  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.612   3.562  -0.559  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.235   1.280   1.568  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.062   2.037   0.692  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   17
CONECT    4   18
CONECT    5    6
CONECT    6    7   15   19
CONECT    7    8
CONECT    8    9   11   20
CONECT    9   10   21   22
CONECT   10   23
CONECT   11   12   13   24
CONECT   12   25
CONECT   13   14   15   26
CONECT   14   27
CONECT   15   16   28
CONECT   16   29
END

HMDB0006330
     RDKit          3D
D-Mannose 1-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
    3.2223   -2.5369    0.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -1.0267    0.3913 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.2531   -0.4040    1.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2825   -0.4456   -1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648   -0.6693    1.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6348   -0.2004    0.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3851   -1.1053    0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6496   -0.5904    0.1340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6384   -1.6597   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152   -2.7541    0.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7539    0.5561   -0.8636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0665    0.9075   -1.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    1.7067   -0.2128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7356    2.7347   -1.0935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678    1.1840    0.4640 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3228    2.0312    0.0528 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1513   -0.6168    1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -0.9277   -1.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141   -0.1732   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -0.1961    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4216   -1.9884   -1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862   -1.3009   -0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -2.9400    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961    0.3118   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4665    1.1450   -0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    2.0800    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124    3.5615   -0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2347    1.2805    1.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0616    2.0368    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  6  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  6
  8 20  1  1
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  6
 12 25  1  0
 13 26  1  1
 14 27  1  0
 15 28  1  1
 16 29  1  0
M  END

Synonyms

Value	Source
1-O-Phosphono-alpha-D-mannopyranose	ChEBI
alpha-D-Mannose 1-phosphate	Kegg
1-O-Phosphono-a-D-mannopyranose	Generator
1-O-Phosphono-α-D-mannopyranose	Generator
a-D-Mannose 1-phosphate	Generator
a-D-Mannose 1-phosphoric acid	Generator
alpha-D-Mannose 1-phosphoric acid	Generator
Α-D-mannose 1-phosphate	Generator
Α-D-mannose 1-phosphoric acid	Generator
D-Mannose 1-phosphoric acid	Generator
Mannose phosphate	HMDB
Mannosyl phosphate	HMDB
alpha-D-Mannopyranosyl phosphate	HMDB
Α-D-mannopyranosyl phosphate	HMDB
D-Mannose 1-phosphate	HMDB

Molecular Formula

C₆H₁₃O₉P

Average Mass

260.1358

Monoisotopic Mass

260.029718526

IUPAC Name

{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid

Traditional Name

α-D-mannose 1-phosphate

CAS Registry Number

27251-84-9

SMILES

OC[C@H]1O[C@H](OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6-/m1/s1

InChI Key

HXXFSFRBOHSIMQ-RWOPYEJCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Hexose monosaccharide
Monosaccharide phosphate
Monoalkyl phosphate
Organic phosphoric acid derivative
Oxane
Alkyl phosphate
Phosphoric acid ester
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Primary alcohol
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

alpha-D-hexose 1-phosphate (CHEBI:18205 )
D-mannose 1-phosphate (CHEBI:18205 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	32.3 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.1	ChemAxon
logS	-0.91	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.8 m³·mol⁻¹	ChemAxon
Polarizability	20.79 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (6 TMS)	splash10-014i-1893000000-0ec9e139257029be0d07	2020-03-03	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014i-1893000000-0ec9e139257029be0d07	2020-03-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9110000000-ee60e23a7f8053dae6d3	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ 10V, negative	splash10-0a4i-0090000000-2e5875c3e22b2e3a71a1	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ 20V, negative	splash10-052b-9040000000-89ecbcd295c6d0384f71	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ 30V, negative	splash10-002b-9000000000-14994c7e3eb1e8740c0c	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ 40V, negative	splash10-004j-9000000000-d9caf3d442b3d1049cb7	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ 50V, negative	splash10-004i-9000000000-d811f3fa31d259632f06	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 32V, negative	splash10-002b-9010000000-8a25a18fb090da386513	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, negative	splash10-014i-0000090000-6be9a8a818482ea3cdc0	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, negative	splash10-066r-0080090000-079a2526bc0a82c74128	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 10V, negative	splash10-0a4i-0090010000-67955d75fc73e364bf18	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, negative	splash10-0a4i-0090000000-95f1d24de8e759cab1f5	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 17V, negative	splash10-0a4i-4090000000-d83cbd491021191292e0	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 21V, negative	splash10-052b-9040000000-0f0c04a19b0af9146da8	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 25V, negative	splash10-0002-9010000000-c9bc8b9da20017c781ab	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 29V, negative	splash10-002b-9000000000-227ba0ed92621a8da230	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 34V, negative	splash10-004j-9000000000-e52ce7e33a84536729c5	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 40V, negative	splash10-004j-9000000000-90073d80126ab47a6be6	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 48V, negative	splash10-004i-9000000000-ee9b279cec8affdff472	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 18V, negative	splash10-0a4i-0092300000-ec5386566d535bcfb5c4	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-0a4i-0090000000-487f81588e1cfed3c7c3	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9240000000-0a7885872856fe43526b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9240000000-b437590c213fb263989d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0532-9100000000-97504a02d14244b901cb	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-9360000000-98c3aee1d36863dc12ab	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9110000000-92ad15ffc9eae3eed039	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-dfc211275bafe42581ae	2016-09-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Placenta

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0193156	Phosphomannomutase 2	Enzyme	O15305	Homo sapiens
MMDBp0193157	Phosphomannomutase 1	Enzyme	Q92871	Homo sapiens
MMDBp0193929	Mannose-1-phosphate guanyltransferase beta	Unknown	Q9Y5P6	Homo sapiens
MMDBp0193930	Mannose-1-phosphate guanyltransferase alpha	Unknown	Q96IJ6	Homo sapiens
MMDBp0193931	Phosphoglucomutase-2	Unknown	Q96G03	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	16	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	174	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human subgingival plaque; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Firmicutes	255	Pig ; Human feces; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human supragingival plaque	Metabolic reconstruction
Bacteria	Actinobacteria	80	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	116	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	3	Human feces; Human	Metabolic reconstruction
Bacteria	Synergistetes	2	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Archaea/Archaea	Euryarchaeota	2		Metabolic reconstruction
Bacteria	Tenericutes	3	Human
Eukaryota/Fungi	Microsporidia	1
Eukaryota/Fungi	Basidiomycota	2
Archaea/Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0006330

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Mannose_1-phosphate

METLIN ID

Not Available

PubChem Compound

439279

PDB ID

Not Available

ChEBI ID

18205

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Van Schaftingen E, Jaeken J: Phosphomannomutase deficiency is a cause of carbohydrate-deficient glycoprotein syndrome type I. FEBS Lett. 1995 Dec 27;377(3):318-20. doi: 10.1016/0014-5793(95)01357-1. [PubMed:8549746 ]
Korner C, Lehle L, von Figura K: Abnormal synthesis of mannose 1-phosphate derived carbohydrates in carbohydrate-deficient glycoprotein syndrome type I fibroblasts with phosphomannomutase deficiency. Glycobiology. 1998 Feb;8(2):165-71. doi: 10.1093/glycob/8.2.165. [PubMed:9451026 ]
Orvisky E, Stubblefield B, Long RT, Martin BM, Sidransky E, Krasnewich D: Phosphomannomutase activity in congenital disorders of glycosylation type Ia determined by direct analysis of the interconversion of mannose-1-phosphate to mannose-6-phosphate by high-pH anion-exchange chromatography with pulsed amperometric detection. Anal Biochem. 2003 Jun 1;317(1):12-8. doi: 10.1016/s0003-2697(03)00109-x. [PubMed:12729595 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for alpha-D-mannose 1-phosphate (MMDBc0033149)

MOL for #<Metabolite:0x00007fecfcbec7d8>

3D MOL for #<Metabolite:0x00007fecfcbec7d8>

3D SDF for #<Metabolite:0x00007fecfcbec7d8>

3D-SDF for #<Metabolite:0x00007fecfcbec7d8>

PDB for #<Metabolite:0x00007fecfcbec7d8>

3D PDB for #<Metabolite:0x00007fecfcbec7d8>

SMILES for #<Metabolite:0x00007fecfcbec7d8>

INCHI for #<Metabolite:0x00007fecfcbec7d8>

Structure for #<Metabolite:0x00007fecfcbec7d8>

3D Structure for #<Metabolite:0x00007fecfcbec7d8>